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Reactions that were catalyzed by (S)-indline-2-carboxylic acid (30 mol%) in CHCl3/MeOH 97:3 (v/v) showed high exo-selectivities (exolendo 91:9 similar to 99:1) and enantioselectivities (75 similar to 98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27 similar to 99:1) with modest to good enantioselectivities (31 similar to 83% ee). 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Reactions that were catalyzed by (S)-indline-2-carboxylic acid (30 mol%) in CHCl(3)/MeOH 97:3 (v/v) showed high exo-selectivities (exolendo 91:9 similar to 99:1) and enantioselectivities (75 similar to 98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27 similar to 99:1) with modest to good enantioselectivities (31 similar to 83% ee). Based on our studies, the diastereoselective mechanism of the L-proline-catalyzed reaction was found to involve the isomerization of the exo- to the endo-cycloadduct in the presence of L-proline."}]}, "item_creator": {"attribute_name": "\u8457\u8005", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Suga,  Hiroyuki"}], "nameIdentifiers": [{"nameIdentifier": "38108", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Arikawa,  Tadashi"}], "nameIdentifiers": [{"nameIdentifier": "38109", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Itoh,  Kennosuke"}], "nameIdentifiers": [{"nameIdentifier": "38110", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Okumura,  Yukihisa"}], "nameIdentifiers": [{"nameIdentifier": "38111", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Kakehi,  Akikazu"}], "nameIdentifiers": [{"nameIdentifier": "38112", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Shiro,  Motoo"}], "nameIdentifiers": [{"nameIdentifier": "38113", "nameIdentifierScheme": "WEKO"}]}]}, "item_files": {"attribute_name": "\u30d5\u30a1\u30a4\u30eb\u60c5\u5831", "attribute_type": "file", "attribute_value_mlt": [{"accessrole": "open_date", "date": [{"dateType": "Available", "dateValue": "2015-09-28"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "ACR_Azomethine_Imine-6-7-10-revised.pdf", "filesize": [{"value": "792.4 kB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_note", "mimetype": "application/pdf", "size": 792400.0, "url": {"label": "ACR_Azomethine_Imine-6-7-10-revised.pdf", "url": "https://soar-ir.repo.nii.ac.jp/record/12488/files/ACR_Azomethine_Imine-6-7-10-revised.pdf"}, "version_id": "69a6a473-d395-4bac-8c3b-eb4eba3d8c45"}]}, "item_language": {"attribute_name": "\u8a00\u8a9e", "attribute_value_mlt": [{"subitem_language": "eng"}]}, "item_resource_type": {"attribute_name": "\u8cc7\u6e90\u30bf\u30a4\u30d7", "attribute_value_mlt": [{"resourcetype": "journal article", "resourceuri": "http://purl.org/coar/resource_type/c_6501"}]}, "item_title": "ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES", "item_titles": {"attribute_name": "\u30bf\u30a4\u30c8\u30eb", "attribute_value_mlt": [{"subitem_title": "ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES", "subitem_title_language": "en"}]}, "item_type_id": "6", "owner": "1", "path": ["1221/1222"], "permalink_uri": "http://hdl.handle.net/10091/13267", "pubdate": {"attribute_name": "PubDate", "attribute_value": "2011-10-12"}, "publish_date": "2011-10-12", "publish_status": "0", "recid": "12488", "relation": {}, "relation_version_is_last": true, "title": ["ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES"], "weko_shared_id": -1}